Tetramethyltin → HCID 54511693, compound

Participants

Reaction Conditions

Reaction Steps

Synthesis of this compound starts with 3-(7-bromo-2,2-dimethyl-5-fluoro-1,3-benzodioxol-4-yl)-1-methyl-6-trifluoromethyluracil (Compound 17) which may be synthesized using the methods of Example 1, Steps F through H, by substituting N-bromosuccinimide for N-chlorosuccinimide in Step F. In a tube are placed 2.2 g (0.005 mole) of 3-(7-bromo-2,2-dimethyl-5-fluoro- 1,3-benzodioxol-4-yl)- 1 -methyl-6-trifluoromethyluracil, 0.95 g (0.0053 mole) of tetramethyl tin, 0.05 g (0.00005 mole) of tetrakis(triphenylphosphine)palladium(0), and 3 mL of xylene. The tube is sealed and heated at 120 ° C for approximately 20 hours after which it is cooled, the seal is broken, and the contents are removed. The reaction mixture is passed through a column of silica gel, eluting with heptane/ethyl acetate ( 1:1 ). The product-containing fractions are combined, and the solvent is evaporated under reduced pressure, yielding 3-(2,2-dimethyl-5-fluoro-7-methyl- 1,3-benzodioxol-4-yl)- 1 -methyl-6-trifluoromethyluracil as the residue.

Provenance & Evidence